I traveled solo to St. Thomas in November of 2009, and was looking to do a day sail to St. John. Capt'n Jim promptly responded to my email and let me know that he had an opening for the day I was interested in. The Jester attracts a casual, friendly clientele, and I was quickly welcomed aboard by the four... more

We wanted to sail down to the British Virgin Isles from ST Thomas and this was a perfect trip/. Captain Jim has lots of experience and was very knowledgeable about the whole area. We didnt want to feel "crowded" on a typical tour excursion and with this trip we found a perfect balance. We have two teenagers who also enjoyed... more

Great drinks! Great music! Great View! Captain Jim was an Awesome host, drinks were never empty and there were snacks! All in all it was the best sunset cruise we have been on, Thanks Capt. Jim. more

We truly had a day of the lifestyles of the rich and famous with Captain Jim and Jester Sailing Adventures. The whole experience was incredible and everyone agreed that it was the highlight of our Carribean vacation. We sailed from St. Thomas Point Pleasent to St. John Island and spent the time on the beach and snorkeling. Captain Jim prepared... more

We booked a 4 hour private sail 10/09. It was the best day of our cruise. Gorgeous drive to meet Jim and then quick transfer to the Jester. Boat was in excellent condition - the smoothest and most gorgeous sail over to St. John for some snorkeling. Great snacks and drinks once we got back onboard along with fresh water... more

My husband and I sailed with Jester for a second time on our honeymoon in October. After our first adventure with Captain Jim 2 years ago to the beautiful Honeymoon beach we knew he would always be our choice for day sails in the Virgin Islands. He did not disappoint the second time around! His personal service, AMAZING cocktails, and... more

I just came back from a day sail with Jester sailing in the USVI St. Thomas. Jim was a generous and knowledgable host and captain, and both my daughter and I enjoyed our trip. Jim took us to a reef site off of St. John - Honeymoon beach, where there was two good snorkeling sites, one which had a good... more

What can we say. Jester (Jim) was fantastic and wonderful. Picking us up mid afternoon on our 25th anniversary day, we were about to spend the next four hours sailing over to Honeymoon Beach, St. Johns. Once aboard, Jim offered us cold drinks and told us to kick back and relax. We chose to sit near him, and allowed him... more

Captain Jim was a great host! The experience was awesome. Do it! It is a great bargain. Paul and Karen more